vigabatrin   

GtoPdb Ligand ID: 4821

Synonyms: CPP-109 | Kigabeq® | MDL-71754 | Sabril®
vigabatrin is an approved drug (FDA (2009), EMA (2018))
Compound class: Synthetic organic
Comment: The approved drug vigabatrin is a mixture to two stereoisomers: an R(-)- form (see PubChem CID 157018) and an S(+)-form (see PubChem CID 10219440). Only the S(+)-form is pharmacologically active. The structure shown here does not specify stereochemistry and represents the mixture.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 2
Rotatable bonds 4
Topological polar surface area 63.32
Molecular weight 129.08
XLogP 0.05
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES NC(C=C)CCC(=O)O
Isomeric SMILES NC(C=C)CCC(=O)O
InChI InChI=1S/C6H11NO2/c1-2-5(7)3-4-6(8)9/h2,5H,1,3-4,7H2,(H,8,9)
InChI Key PJDFLNIOAUIZSL-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (2009), EMA (2018))
IUPAC Name
4-aminohex-5-enoic acid
International Nonproprietary Names
INN number INN
5581 vigabatrin
Synonyms
CPP-109 | Kigabeq® | MDL-71754 | Sabril®
Database Links
CAS Registry No. 68506-86-5 (source: Scifinder)
ChEBI CHEBI:63638
ChEMBL Ligand CHEMBL89598
DrugBank Ligand DB01080
DrugCentral Ligand 2819
GtoPdb PubChem SID 178101523
PubChem CID 5665
Search Google for chemical match using the InChIKey PJDFLNIOAUIZSL-UHFFFAOYSA-N
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Search UniChem for chemical match using the InChIKey PJDFLNIOAUIZSL-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone PJDFLNIOAUIZSL
Wikipedia Vigabatrin

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Tocris
Vigabatrin
Cat. No. 0808